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$93+ Cheap flights from Connecticut to Winnipeg (YWG)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
1 adult, Economy
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Cheap flight deals from Connecticut to Winnipeg

Keep the following information in mind while searching for Connecticut to Winnipeg flight deals. Data was last updated February 23, 2025.

Round-trip from

$235
(Kiwi.com)

One-way from

$93
(Trip.com)
From Connecticut to Winnipeg
Search Deals
One-way flight from Connecticut to Winnipeg
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Find flight deals from Connecticut to Winnipeg

Cheapest flights from Connecticut to Winnipeg
Explore the most affordable flight options available from Connecticut to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/410:13 amEWR - YWG
2 stops15h 31mMultiple Airlines
Tue 3/117:30 amYWG - EWR
1 stop14h 23mMultiple Airlines
Deal found 2/22$235
This Kiwi.com deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/146:30 amLGA - YWG
1 stop10h 53mMultiple Airlines
Fri 7/259:00 amYWG - LGA
1 stop12h 59mMultiple Airlines
Deal found 2/21$436
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1010:05 amJFK - YWG
2 stops10h 25mMultiple Airlines
Tue 3/1811:55 amYWG - JFK
1 stop26h 05mMultiple Airlines
Deal found 2/22$446
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1010:05 amJFK - YWG
2 stops11h 58mAir Canada
Tue 3/186:05 pmYWG - JFK
3 stops25h 57mAir Canada
Deal found 2/22$451
This Air Canada deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2111:40 amLGA - YWG
1 stop6h 38mAir Canada
Sat 3/293:00 pmYWG - LGA
1 stop6h 33mAir Canada
Deal found 2/22$467
This Air Canada deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/211:55 pmEWR - YWG
1 stop6h 18mAir Canada
Sat 3/293:00 pmYWG - EWR
1 stop6h 50mAir Canada
Deal found 2/22$478
This Booking.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/242:10 pmEWR - YWG
2 stops10h 45mPorter Airlines
Mon 3/3111:35 amYWG - EWR
2 stops8h 40mPorter Airlines
Deal found 2/22$499
This oojo deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:15 amLGA - YWG
1 stop5h 35mPorter Airlines
Sun 5/45:00 amYWG - LGA
1 stop15h 05mPorter Airlines
Deal found 2/22$563
This deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/138:15 amLGA - YWG
1 stop8h 13mUnited Airlines
Mon 3/172:15 pmYWG - LGA
1 stop7h 57mUnited Airlines
Deal found 2/22$568
This Delta deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/811:30 amJFK - YWG
1 stop9h 45mDelta
Fri 3/1412:53 pmYWG - JFK
1 stop9h 47mDelta
Deal found 2/22$568
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/75:35 pmJFK - YWG
1 stop16h 33mWestJet
Mon 4/146:20 amYWG - JFK
1 stop9h 22mWestJet
Deal found 2/22$586
This Delta deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/89:35 amLGA - YWG
2 stops11h 40mDelta
Fri 3/146:50 amYWG - LGA
1 stop6h 05mDelta
Deal found 2/22$621

Find flights from Connecticut to Winnipeg within your budget

Customize your flight search to find flights from Connecticut to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2025.

Fly from

Connecticut

Fly to

Winnipeg

Route

Depart

Return

Price

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 3/4

10:13 am-12:44 am

2 stops15h 31m

Winnipeg

Tue 3/11

7:30 am-10:53 pm

1 stop14h 23m

$235

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 7/14

6:30 am-4:23 pm

1 stop10h 53m

Winnipeg

Fri 7/25

9:00 am-10:59 pm

1 stop12h 59m

$436

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Mon 3/10

10:05 am-7:30 pm

2 stops10h 25m

Winnipeg

Tue 3/18

11:55 am-3:00 pm

1 stop26h 05m

$446

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Mon 3/10

10:05 am-9:03 pm

2 stops11h 58m

Winnipeg

Tue 3/18

6:05 pm-9:02 pm

3 stops25h 57m

$451

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 3/21

11:40 am-5:18 pm

1 stop6h 38m

Winnipeg

Sat 3/29

3:00 pm-10:33 pm

1 stop6h 33m

$467

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 3/21

1:55 pm-7:13 pm

1 stop6h 18m

Winnipeg

Sat 3/29

3:00 pm-10:50 pm

1 stop6h 50m

$478

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Mon 3/24

2:10 pm-11:55 pm

2 stops10h 45m

Winnipeg

Mon 3/31

11:35 am-9:15 pm

2 stops8h 40m

$499

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 5/2

6:15 am-10:50 am

1 stop5h 35m

Winnipeg

Sun 5/4

5:00 am-9:05 pm

1 stop15h 05m

$563

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 3/13

8:15 am-3:28 pm

1 stop8h 13m

Winnipeg

Mon 3/17

2:15 pm-11:12 pm

1 stop7h 57m

$568

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 3/8

11:30 am-8:15 pm

1 stop9h 45m

Winnipeg

Fri 3/14

12:53 pm-11:40 pm

1 stop9h 47m

$568

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 31 results
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Best time to book a flight from Connecticut to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Connecticut with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Connecticut to Winnipeg

Get recent, data-driven insights about flights from Connecticut to Winnipeg including ideal travel times, pricing trends, and more.

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated February 23, 2025.
To help decide which airline to fly from Connecticut to Winnipeg, see what other customers have to say about Delta, Porter Airlines and Aeromexico. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,191 reviews

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta
8.0
Very good
8,191 reviews
Delta
8.0
Very good
8,191 reviews

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,191 reviews

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Aeromexico
7.5
Good
1,767 reviews
Delta
8.0
Very good
8,191 reviews

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

United Airlines
7.4
Good
8,746 reviews
Delta
8.0
Very good
8,191 reviews

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

WestJet
7.2
Good
2,796 reviews
Delta
8.0
Very good
8,191 reviews

Crew

8.5

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Winnipeg. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Winnipeg from Connecticut?

    If you book a flight to Winnipeg from Connecticut, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 4.6 mi from the center of Winnipeg.

  • What are the cheapest airlines to fly from Connecticut to Winnipeg one-way?

    One-way options have recently been found by users for as low as $136 on Flair Airlines. Other airlines that offer cheap prices include Air Canada from $210 and Delta from $258 one-way.

  • What are the most popular routes from Connecticut to Winnipeg?

    While some choose either New York John F Kennedy Intl - Winnipeg or New York LaGuardia - Winnipeg, Newark - Winnipeg is the most popular route from Connecticut to Winnipeg.

  • Can I find deals for flights from Connecticut to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Connecticut to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Winnipeg.

  • Can I find deals for business class flights from Connecticut to Winnipeg?

    Yes. Cheapflights offers flight deals from Connecticut to Winnipeg by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Connecticut to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Connecticut to Winnipeg (average of $358). Flying from Connecticut to Winnipeg in April is currently the most expensive (average of $508). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Connecticut to Winnipeg

Discover the top airline that operate flights from Connecticut to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$493Average$886FlexibilityNo cancel feeOn-timeN/A
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